Environmentally Benign Synthesis of Tetrahydroindeno[1,2-b]Pyrrole-3-carboxylate Derivatives as Potential Antiinflammatory Agents

Abstract

A new series of tetrahydroindeno[1,2-b]pyrrole-3-carboxylate derivatives(4) were synthesized by reaction of 5-amino-2-mercapto benzimidazole with 1,3-dicarbonyls and activated carbonyl compounds using ceric ammonium nitrate catalyst by a three component one-pot reaction. Structures of these compounds were established on the basis of infrared spectroscopy, proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, mass spectrometry and elemental analyses. The title compounds 4a-h were evaluated for antiinflammatory activity using the carrageenan-induced paw edema method at a dose of 100 mg/kg in comparison to ibuprofen as a reference drug. Compounds 4a, 4b, 4c and 4d exhibited potent antiinflammatory activity comparable to that of ibuprofen.